A golf course, a large building complex, and a marina by a river.

Hotels with Swimming Pool in Chesapeake, Virginia

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Check availability on Chesapeake Hotels with Swimming Pool

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Chesapeake hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.
A modern lobby with a wooden reception desk, seating area, and a vending machine.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier East
  • Splash into a Virginia escape with a pristine pool and 24-hour fitness center near Norfolk attractions.
P5,678
P6,654 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Chesapeake - Norfolk
An indoor swimming pool with clear lanes, a wooden ceiling, and lounge chairs.
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

2. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier East
  • Splash into year-round aquatic bliss at this hotel's immaculate indoor pool sanctuary.
P5,873
P6,877 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chesapeake
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a balcony.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A spacious living area with a sofa, coffee table, and dining set.

3. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier East
  • Splash into summer with a refreshing seasonal outdoor pool experience at this Chesapeake hotel near shopping destinations.
P6,199
P7,253 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn and Suites By Marriott Chesapeake
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
A modern restaurant with a central bar area, multiple seating options including high tables and bar stools, and a flat-screen TV mounted on a wooden panel.

4. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier East
  • Splash into refreshing elegance at this indoor pool oasis with post-adventure soaking awaits.
P5,358
P6,285 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A hotel bathroom with a glass shower door, a sink with a granite countertop, and a mirror above the sink.
A bar area with a counter, a beverage dispenser, and several bar stools.

5. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier East
  • Dive into aquatic relaxation with an indoor pool experience that offers year-round swimming in a clean, refreshing environment.
P6,782
P7,923 total
includes taxes & fees
Sep 6 - Sep 7
Hyatt Place Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
A bathroom with a toilet, shower, vanity with a mirror, and shelves with towels.

6. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
  • Dive into relaxation at this hotel's pristine indoor pool and hot tub sanctuary.
P6,906
P8,065 total
includes taxes & fees
Sep 14 - Sep 15
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a stone facade and multiple windows.
A Holiday Inn Express hotel with a covered entrance, outdoor seating area, and well-maintained landscaping.
A hotel reception area with a reception desk, seating area, and a minibar.
A buffet with labeled containers of omelets and other dishes.

7. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
  • Seasonal splash paradise boasts poolside loungers and umbrellas for ultimate summer relaxation.
P6,491
P7,589 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Chesapeake - Norfolk by IHG
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
An outdoor patio area with tables and chairs, string lights, and a canopy.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
A gym with treadmills, weight machines, and dumbbells.

8. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
  • Dive into year-round aquatic bliss at this indoor pool sanctuary with nearby zoo adventures and hiking trails.
P6,244
P7,304 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.

9. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
  • Poolside respite with heated indoor pool and hot tub, perfect for a refreshing dip year-round.
P5,193
P6,095 total
includes taxes & fees
Sep 7 - Sep 8
Wingate by Wyndham Chesapeake
An indoor swimming pool with clear water, a 'No Diving' sign, and a view of the outside through large windows.
A conference room with a long table, multiple chairs, a sofa, and large windows with blinds.
A spacious living area with a stone fireplace, comfortable seating, and large windows.
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.

10. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier East
  • Dive into endless refreshment with a 24-hour indoor pool and outdoor adventure just steps from your suite.
P6,986
P8,157 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott Chesapeake Greenbrier
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Choose what matters most at hotels with a pool in Chesapeake

Breakfast included
Hot tub
4 stars
Spa
5 stars

Hotels with pools and free breakfast in Chesapeake

A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern lobby with a curved wall, seating area, and a fireplace.
A modern Hyatt Place hotel with a covered entrance, a parking area, and a landscaped garden.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier East
P6,782
P7,923 total
includes taxes & fees
Sep 6 - Sep 7
Hyatt Place Chesapeake
A Holiday Inn Express hotel with a covered entrance, outdoor seating area, and well-maintained landscaping.
A buffet with labeled containers of omelets and other dishes.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a stone facade and multiple windows.
A hotel reception area with a reception desk, seating area, and a minibar.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
P6,491
P7,589 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Chesapeake - Norfolk by IHG
A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A modern dining area with wooden flooring, yellow and blue chairs, and a central island with a coffee machine.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier East
P5,678
P6,654 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Chesapeake - Norfolk
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A spacious living area with a sofa, coffee table, and dining set.
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier East
P6,199
P7,253 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn and Suites By Marriott Chesapeake
An outdoor patio area with tables and chairs, string lights, and a canopy.
A modern hotel building with a prominent sign for Delta Hotels Marriott.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
A gym with treadmills, weight machines, and dumbbells.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
P6,244
P7,304 total
includes taxes & fees
Sep 7 - Sep 8
Delta Hotels by Marriott Chesapeake Norfolk
An outdoor patio with stone flooring, metal chairs, and tables, featuring string lights and a view of trees and a building in the background.
A Staybridge Suites hotel with a brick facade, multiple windows, and a parking lot with cars.
A spacious living room with a fireplace, sofas, and a flat-screen TV mounted above the fireplace.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
P8,346
P9,722 total
includes taxes & fees
Sep 6 - Sep 7
Staybridge Suites Chesapeake by IHG
A modern restaurant with a central bar area, multiple seating options including high tables and bar stools, and a flat-screen TV mounted on a wooden panel.
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier East
P5,358
P6,285 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Chesapeake Greenbrier
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A modern hotel with a prominent 'aloft' sign, large glass windows, and a colorful ceiling design.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier East
P5,873
P6,877 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
A row of stationary bikes labeled "Hotel Fitness" in a gym with large windows.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
P6,906
P8,065 total
includes taxes & fees
Sep 14 - Sep 15
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
P5,193
P6,095 total
includes taxes & fees
Sep 7 - Sep 8
Wingate by Wyndham Chesapeake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Chesapeake Hotel Reviews

Schooner Inn

Schooner Inn

8/10 Good
"For the cost per night this was a great deal. Bathroom seemed to be recently renovated. Very convenient to VA Beach beachfront."
Mark 2-night trip
Posted 4 hours ago
Schooner Inn
Ocean Resort

Ocean Resort

8/10 Good
"This smaller, beachfront hotel doesn't have all the amenities that a large hotel has but it's everything you need. Room was clean and comfortable tho our shower water pressure was lacking. Bed and pillows were comfortable. The store connected to the hotel came in handy. A special note to say the fighter jets fly over this end of Virginia Beach all day until approximately 10pm and they are very loud."
Julie 3-night trip
Posted 5 hours ago
Ocean Resort
Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

8/10 Good
"Balcony"
Bersabel 2-night trip
Posted 6 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

8/10 Good
"Actualizar electrodomésticos"
Jenifer 2-night trip
Posted 8 hours ago
Sandcastle Resort On The Beach
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"Great vacation great accommodations"
Deborah 3-night trip
Posted 11 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

10/10 Excellent
"We had a great stay! Our room was clean, staff were very friendly. Great location. Great view of the ocean. The breakfast was pretty good. I would recommend any family to stay here."
Crystal 6-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Frequently asked questions

What are some hotels with pools in Chesapeake?
Comfort Suites Chesapeake - Norfolk: Hotel located near Greenbrier Mall. Features buffet, a seasonal outdoor pool, and complimentary wired internet access. Hyatt Place Chesapeake: Hotel located near Greenbrier Mall. Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Chesapeake?
Explore places like Naval Station Norfolk and Sandbridge Beach while you're in the area. Make a point to visit attractions like Chesapeake Arboretum and Broadmoor Play Area. Chesapeake appeals to visitors with its beautiful beaches, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Chesapeake?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit Chesapeake in the warmest months of July, August, or June when the average temperature is 77°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 45°F.

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